Discover Your Perfect Streetsville Vacation Homes

Best Vacation Homes in Streetsville

Streetsville Pet Friendly Vacation Rentals

Why Choose Rent By Owner for your Streetsville Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Streetsville

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience, as understanding seasonal trends and local climate patterns ensures you find the ideal period for your stay in this charming destination.

Peak Season Highlights

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Summer (June to August)

During the warm summer months, this destination experiences lively outdoor activities and vibrant local events, making it an ideal time to enjoy the region’s outdoor scenery and cultural atmosphere.

Average Temperature Daytime: around 25°C - Nighttime: 15°C
autumn
Early Fall (September to October)

As the weather remains mild and pleasant, early fall offers a comfortable climate for exploring local attractions and enjoying the scenic beauty of the region without the peak summer crowds.

Average Temperature Daytime: around 20°C - Nighttime: 10°C

Off-Season Highlights

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Winter (December to February)

The quiet winter months bring cooler temperatures, providing a peaceful environment perfect for those seeking tranquility and cozy stays in this area’s vacation rentals.

Average Temperature Daytime: -2°C - Nighttime: -8°C
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Late Fall (November)

Late fall marks a slower period with fewer visitors, offering a serene experience for travelers interested in exploring the region’s peaceful side and finding great deals on rental accommodations.

Average Temperature Daytime: around 8°C - Nighttime: 3°C

Weekly Weather Forecast for Streetsville

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor space with a landscaped garden or patio area for relaxation.
  • Take advantage of a spacious backyard ideal for outdoor dining or recreational activities.
  • Make use of a barbecue grill to host gatherings and enjoy meals al fresco.
  • Benefit from access to local parks or trails nearby for walking, biking, or jogging.
  • Relax by a swimming pool, whether shared or private, during the warmer months.
  • Utilize outdoor furniture to unwind and soak up the sunshine in comfort.
  • Explore the region’s natural scenery with outdoor fire pits or seating areas for evening relaxation.
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Family Activities

  • Streetsville Memorial Park: You can enjoy a leisurely family picnic or explore the scenic walking trails within this beloved park in the area.
  • Historic Streetsville Village: Discover charming shops, local eateries, and quaint streets that provide an engaging day out for families seeking a taste of local culture.
  • The Green Glade Farm & Market: Visit this family-friendly farm to experience seasonal activities and pick-your-own fruit adventures nearby.
  • Local Community Events: Participate in seasonal festivals and outdoor concerts often hosted in the region, offering fun for all ages during your stay.
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Adult Activities

  • Historic Downtown Streetsville: Explore charming shops, local cafes, and cultural landmarks in this lively district that captures the essence of the area's community spirit.
  • Streetsville Memorial Park: Enjoy a relaxing day outdoors with scenic walking trails, picnic areas, and beautiful views, perfect for unwinding during your stay here.
  • The Streetsville Farmers' Market: Experience fresh local produce and artisanal goods at this popular market, offering an authentic taste of regional flavors.
  • Local Dining Experiences: Savor diverse culinary options at restaurants serving everything from classic comfort foods to international cuisine, all within easy reach of your vacation rental.

Streetsville Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining Options: Take advantage of the area's charming cafes and restaurants to enjoy authentic and diverse cuisines during your stay.
  • Visit Community Events: Check out local events or markets that reflect the vibrant culture of this destination, offering a unique way to experience the region.
  • Discover Scenic Spots: Plan visits to nearby parks or waterfront areas to relax and enjoy the natural beauty that makes this place special.
  • Utilize Public Transportation: Maximize your trip by using local transit options to easily navigate the area and access popular attractions conveniently.

Transportation Options

  • GO Transit: This regional train service offers convenient connections to Toronto and surrounding areas, making it an efficient transportation option here.
  • Mississauga Transit (MiWay): The local bus system provides accessible transit within the area, perfect for exploring nearby neighborhoods and attractions.
  • Taxi and Ride-Sharing Services: Taxis and ride-sharing apps like Uber and Lyft are readily available, offering flexible transportation throughout this destination.
  • Car Rentals: Renting a car is a practical choice for gaining flexibility and independence while staying in this part of Mississauga.

Local Customs Options

  • Local Bakery Traditions: Many visitors enjoy experiencing the region’s longstanding bakery customs, with fresh, locally-made pastries often featured in neighborhood cafes.
  • Community Festivals: Participating in or observing the area’s annual festivals offers a glimpse into local culture and community spirit, enriching your stay here.
  • Heritage Celebrations: The region's celebrations honor its historical roots through parades and events that showcase local customs and traditions.
  • Dining Etiquette: Embracing the region’s friendly eatery customs allows you to savor authentic cuisine with respectful social practices embraced by residents.

Frequently Asked Questions About Streetsville?

2. How many vacation rentals have private pools in Streetsville?

There are 2 vacation rentals with private pools near Streetsville. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Streetsville are best for families?

If you are looking for a family-friendly vacation home in Streetsville, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Streetsville:

4. How many Rentbyowner vacation rentals are available in Streetsville?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 334 in the Streetsville area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Streetsville. 

5. What is the cancellation policy for booking a vacation rental in this area?

Cancellation policies vary by property, so you should review the specific listing details or contact the owner directly to understand the terms and any applicable fees.

6. Are there any additional fees I should be aware of when booking a vacation rental locally?

Additional fees such as cleaning, service charges, or local taxes are typically outlined in the listing. It’s best to read the details carefully or reach out to the host for clarification.

7. How do I securely book a vacation rental in the region?

Booking is handled through the secure platform, which ensures your payment and personal information are protected. You can also communicate with hosts directly through the site for any questions before finalizing your reservation.

8. What amenities are usually included with vacation rentals here?

Amenities vary between properties but often include essentials like Wi-Fi, parking, and kitchen facilities. Check each listing for specific features or contact the owner for more details.

9. What should I know about check-in and check-out procedures for rentals in this destination?

Check-in and check-out times are specified by the property owner in the listing. Be sure to read these details carefully or contact the host if you need special arrangements.